CS252848B2 - Method of n-ethyl phenyldithio zinc carbamate production - Google Patents
Method of n-ethyl phenyldithio zinc carbamate production Download PDFInfo
- Publication number
- CS252848B2 CS252848B2 CS862432A CS243286A CS252848B2 CS 252848 B2 CS252848 B2 CS 252848B2 CS 862432 A CS862432 A CS 862432A CS 243286 A CS243286 A CS 243286A CS 252848 B2 CS252848 B2 CS 252848B2
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- zinc
- reaction
- product
- ethyl
- phenyldithio
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 17
- 238000004519 manufacturing process Methods 0.000 title description 5
- 238000006243 chemical reaction Methods 0.000 claims description 16
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims description 14
- QGJOPFRUJISHPQ-UHFFFAOYSA-N Carbon disulfide Chemical compound S=C=S QGJOPFRUJISHPQ-UHFFFAOYSA-N 0.000 claims description 9
- OJGMBLNIHDZDGS-UHFFFAOYSA-N N-Ethylaniline Chemical compound CCNC1=CC=CC=C1 OJGMBLNIHDZDGS-UHFFFAOYSA-N 0.000 claims description 8
- 239000011787 zinc oxide Substances 0.000 claims description 7
- 238000002360 preparation method Methods 0.000 claims description 5
- 238000001035 drying Methods 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 3
- 239000004094 surface-active agent Substances 0.000 claims description 3
- 238000005406 washing Methods 0.000 claims description 3
- KMNUDJAXRXUZQS-UHFFFAOYSA-L zinc;n-ethyl-n-phenylcarbamodithioate Chemical compound [Zn+2].CCN(C([S-])=S)C1=CC=CC=C1.CCN(C([S-])=S)C1=CC=CC=C1 KMNUDJAXRXUZQS-UHFFFAOYSA-L 0.000 claims description 3
- 239000000047 product Substances 0.000 description 12
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 9
- 229910052725 zinc Inorganic materials 0.000 description 8
- 239000011701 zinc Substances 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 235000014692 zinc oxide Nutrition 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 238000009833 condensation Methods 0.000 description 5
- 230000005494 condensation Effects 0.000 description 5
- 239000011541 reaction mixture Substances 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- 239000007791 liquid phase Substances 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 239000012074 organic phase Substances 0.000 description 4
- 239000002798 polar solvent Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 239000012429 reaction media Substances 0.000 description 3
- 239000007790 solid phase Substances 0.000 description 3
- -1 zinc nonylphenyldithiocarbamate Chemical compound 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- LAQPKDLYOBZWBT-NYLDSJSYSA-N (2s,4s,5r,6r)-5-acetamido-2-{[(2s,3r,4s,5s,6r)-2-{[(2r,3r,4r,5r)-5-acetamido-1,2-dihydroxy-6-oxo-4-{[(2s,3s,4r,5s,6s)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}hexan-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}-4-hydroxy-6-[(1r,2r)-1,2,3-trihydrox Chemical compound O[C@H]1[C@H](O)[C@H](O)[C@H](C)O[C@H]1O[C@H]([C@@H](NC(C)=O)C=O)[C@@H]([C@H](O)CO)O[C@H]1[C@H](O)[C@@H](O[C@]2(O[C@H]([C@H](NC(C)=O)[C@@H](O)C2)[C@H](O)[C@H](O)CO)C(O)=O)[C@@H](O)[C@@H](CO)O1 LAQPKDLYOBZWBT-NYLDSJSYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- DKVNPHBNOWQYFE-UHFFFAOYSA-N carbamodithioic acid Chemical compound NC(S)=S DKVNPHBNOWQYFE-UHFFFAOYSA-N 0.000 description 1
- QGJOPFRUJISHPQ-NJFSPNSNSA-N carbon disulfide-14c Chemical compound S=[14C]=S QGJOPFRUJISHPQ-NJFSPNSNSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 239000002612 dispersion medium Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- 150000004679 hydroxides Chemical class 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000012452 mother liquor Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 238000004091 panning Methods 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 description 1
- 229940031826 phenolate Drugs 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 208000007442 rickets Diseases 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000003039 volatile agent Substances 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
- 150000003751 zinc Chemical class 0.000 description 1
- RNWHGQJWIACOKP-UHFFFAOYSA-N zinc;oxygen(2-) Chemical class [O-2].[Zn+2] RNWHGQJWIACOKP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/39—Thiocarbamic acids; Derivatives thereof, e.g. dithiocarbamates
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL1985252814A PL142988B1 (en) | 1985-04-04 | 1985-04-04 | Method of obtaining zinc n-ethylphenylodithiocarbaminate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS243286A2 CS243286A2 (en) | 1987-03-12 |
| CS252848B2 true CS252848B2 (en) | 1987-10-15 |
Family
ID=20026101
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS862432A CS252848B2 (en) | 1985-04-04 | 1986-04-04 | Method of n-ethyl phenyldithio zinc carbamate production |
Country Status (5)
| Country | Link |
|---|---|
| CS (1) | CS252848B2 (enrdf_load_stackoverflow) |
| DD (1) | DD253816A5 (enrdf_load_stackoverflow) |
| DE (1) | DE3610727A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2579980A1 (enrdf_load_stackoverflow) |
| PL (1) | PL142988B1 (enrdf_load_stackoverflow) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3714436A1 (de) * | 1987-04-30 | 1988-11-10 | Spiess C F & Sohn | Verfahren zur herstellung von dialkyldithiocarbamaten mehrwertiger metalle |
| DE4102337C2 (de) * | 1991-01-26 | 1995-09-21 | Metallgesellschaft Ag | Verfahren zur Herstellung von Zink-bis-(dibenzyldithiocarbamat) und dessen Derivate |
| DE10017103C2 (de) * | 2000-04-06 | 2003-08-21 | Bayer Ag | Verfahren zur Herstellung von Zink-Dithiocarbamaten |
| CN106588727B (zh) * | 2016-12-12 | 2018-09-11 | 江苏连连化学股份有限公司 | 一步法制备橡胶硫化促进剂n-乙基-n-苯基二硫代氨基甲酸锌的方法 |
| CN106588726B (zh) * | 2016-12-12 | 2018-09-11 | 江苏连连化学股份有限公司 | 一步法制备橡胶硫化促进剂n-乙基-n-苯基二硫代氨基甲酸锌的方法 |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2258847A (en) * | 1938-05-20 | 1941-10-14 | Howard I Cramer | Method of preparing metal dithiocarbamates |
| US2492314A (en) * | 1945-01-16 | 1949-12-27 | Sharples Chemicals Inc | Process for producing metal salts of substituted dithiocarbamic acids |
-
1985
- 1985-04-04 PL PL1985252814A patent/PL142988B1/pl unknown
-
1986
- 1986-03-29 DE DE19863610727 patent/DE3610727A1/de active Granted
- 1986-04-03 DD DD86288746A patent/DD253816A5/de not_active IP Right Cessation
- 1986-04-04 CS CS862432A patent/CS252848B2/cs unknown
- 1986-04-04 FR FR8604884A patent/FR2579980A1/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| FR2579980B1 (enrdf_load_stackoverflow) | 1990-04-13 |
| PL252814A1 (en) | 1985-10-08 |
| DE3610727C2 (enrdf_load_stackoverflow) | 1988-10-27 |
| CS243286A2 (en) | 1987-03-12 |
| DD253816A5 (de) | 1988-02-03 |
| FR2579980A1 (en) | 1986-10-10 |
| DE3610727A1 (de) | 1986-10-09 |
| PL142988B1 (en) | 1987-12-31 |
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